Literature DB >> 21070050

Highly enantioselective and efficient organocatalytic aldol reaction of acetone and β,γ-unsaturated α-keto ester.

Pengfei Li1, Junling Zhao, Fengbo Li, Albert S C Chan, Fuk Yee Kwong.   

Abstract

An effective organocatalytic asymmetric aldol reaction of acetone to β,γ-unsaturated α-keto ester has been developed. In the presence of 5 mol % of 9-amino (9-deoxy)-epicinchona alkaloid and 10 mol % of 4-nitrobenzoic acid, the aldol adducts containing a chiral tertiary alcohol moiety were obtained in excellent yields and enantioselectivities.

Entities:  

Year:  2010        PMID: 21070050     DOI: 10.1021/ol102254q

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Dynamic kinetic asymmetric transformations of β-stereogenic α-ketoesters by direct aldolization.

Authors:  Michael T Corbett; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-12       Impact factor: 15.336

2.  Dimethyl 2-(4-methyl-benzyl-idene)malonate.

Authors:  Assem Barakat; Abdullah Mohammed Al-Majid; Yahia Nasser Mabkhot; M Iqbal Choudhary; Sammer Yousuf
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-05-18

3.  Asymmetric aldol reactions of α,β-unsaturated ketoester substrates catalyzed by chiral diamines.

Authors:  Sha-Sha Kan; Jian-Zhen Li; Cheng-Yan Ni; Quan-Zhong Liu; Tai-Ran Kan
Journal:  Molecules       Date:  2011-05-04       Impact factor: 4.411

  3 in total

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